Best Christmas Duets

Sunday, Aug 30, 2020, 3:31 pm

#8 Little Drummer Boy - Jessica Simpson & Ashlee Simpson

The Little Drummer Boy, performed by Jessica Simpson and her sister, Ashlee Simpson, showed the enormous pipes both these girls have. At the time, Ashlee was just building her own career with a reality show, and Jessica was still married to Nick. My how times change! Now Jessica is a mother of two and Ashlee a mother of one, but this little ditty will stick around for a long while.